What’s the cost of a flight from Chicago Midway to Mayaguez?

Prices vary based on date, airline, and availability. Compare several options if you're flying between Chicago and Mayaguez.

Choose a date to explore the best fares now.

If possible, avoid holiday periods: ticket prices tend to rise quickly and availability drops, especially on busy routes. Morning and evening flights are often in high demand too — book early to get a good fare.

Which airports serve Chicago and Mayaguez?

When planning a trip of about 3264 km, it's a good idea to check flights from surrounding airports too.

• Airports in Chicago: Chicago is connected to 3 airports - Midway, O'Hare, Rockford.
• Airports in Mayaguez: The only active airport in Mayaguez is Mayaguez - Eugenio Maria de Hostos.

The closest airport isn’t always the cheapest — it’s worth checking the alternatives too. In some cities, smaller airports offer lower fares than the main ones.

Adjust your flight filters for Chicago Midway – Mayaguez

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Other popular destinations

Planning a trip to Puerto Rico? These cities are popular too: Aguadilla, Culebra Airport, Ponce, San Juan, Vieques Airport.

Sorting options let you see the most affordable flights first. Some results may include extra fees shown only at checkout — always read carefully to see what’s included.